Selinene

Selinenes
α-Selinene	β-Selinene
γ-Selinene	δ-Selinene
Names
	IUPAC names α: Eudesma-3,11-diene; β: Eudesma-4(14),11-diene; γ: Eudesma-4(14),7(11)-diene; δ: Eudesma-4,6-diene
	Systematic IUPAC name α: (2R,4aR,8aR)-2-Isopropenyl-4a,8-dimethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalene ; β: (4aR,7R,8aS)-7-Isopropenyl-4a-methyl-1-methylenedecahydronaphthalene ; γ: (4aR,8aS)-7-Isopropylidene-4a-methyl-1-methylenedecahydronaphthalene ; δ: (3R,4aS,5R,8aS)-3-Isopropyl-5,8a-dimethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalene
	Other names Selina-3,11-diene (α); beta-Eudesmene (β)
Identifiers
CAS Number	473-13-2 (α) ; 17066-67-0 (β) ; 515-17-3 (γ) ; 473-14-3 (δ) ;
3D model (JSmol)	(α): Interactive image; (β): Interactive image; (γ): Interactive image; (δ): Interactive image;
ChemSpider	9031905 (α); 390838 (β); 8831174 (γ); 23254820 (δ);
PubChem CID	10856614 (α); 442393 (β); 10655819 (γ);
UNII	99ZHA8F274 (α) ;
	InChI (α): InChI=1/C15H24/c1-11(2)13-7-9-15(4)8-5-6-12(3)14(15)10-13/h6,13-14H,1,5,7-10H2,2-4H3/t13-,14+,15-/m1/s1 Key: OZQAPQSEYFAMCY-QLFBSQMIBC; (β): InChI=1/C15H24/c1-11(2)13-7-9-15(4)8-5-6-12(3)14(15)10-13/h13-14H,1,3,5-10H2,2,4H3/t13-,14+,15-/m1/s1 Key: YOVSPTNQHMDJAG-QLFBSQMIBC; (γ): InChI=1/C15H24/c1-11(2)13-7-9-15(4)8-5-6-12(3)14(15)10-13/h14H,3,5-10H2,1-2,4H3/t14-,15+/m0/s1 Key: RMZHSBMIZBMVMN-LSDHHAIUBU; (δ): InChI=1/C15H26/c1-11(2)13-7-9-15(4)8-5-6-12(3)14(15)10-13/h5,8,11-14H,6-7,9-10H2,1-4H3/t12-,13-,14+,15-/m1/s1 Key: LISVWFDKWZILCJ-APIJFGDWBH;
	SMILES (α): C\1(=C\CC[C@]2([C@H]/1C[C@H](\C(=C)C)CC2)C)C; (β): C1(=C)\CCC[C@]2([C@H]1C[C@H](\C(=C)C)CC2)C; (γ): C2(=C(/C)C)\CC[C@@]1([C@H](/C(=C)CCC1)C2)C; (δ): C[C@@H]1CC=C[C@]2([C@H]1C[C@@H](CC2)C(C)C)C;
Properties
Chemical formula	C15H24
Molar mass	204.357 g·mol−1
Density	α: 0.914 g/cm3 (20 °C) ; β: 0.915 g/cm3 (20 °C)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Selinenes are a group of closely related isomeric chemical compounds that are classified as sesquiterpenes. The four selinenes have the formula C₁₅H₂₄. Selinenes have been isolated from a variety of plant sources. α-Selinene and β-selinene are the most common and are two of the principal components of the oil from celery seeds.^[3] Celery seed oil consists of a 60% and 20% of limonene and selinene, respectively.^[4]

References

^ Ruzicka, L.; Stoll, M. (1923). "Höhere Terpenverbindungen XIV. Zur Kenntnis des Selinens und der Sesquiterpenalkohole des Selleriesamenöls". Helvetica Chimica Acta. 6: 846–855. Bibcode:1923HChAc...6..846R. doi:10.1002/hlca.19230060192.
^ Tyagi, B. S.; Ghatge, B.B.; Bhattacharyya, S.C. (1963). "Terpenoids—XLIII". Tetrahedron. 19 (7): 1189–1193. doi:10.1016/S0040-4020(01)98579-5.
^ Mathew Attokaran (Jan 13, 2011). Natural Food Flavors and Colorants. John Wiley & Sons. ISBN 9780470959114.
^ Sowbhagya, H. B. (2014). "Chemistry, Technology, and Nutraceutical Functions of Celery ( Apium graveolens L.): An Overview". Critical Reviews in Food Science and Nutrition. 54 (3): 389–398. doi:10.1080/10408398.2011.586740. PMID 24188309.

[1] Ruzicka, L.; Stoll, M. (1923). "Höhere Terpenverbindungen XIV. Zur Kenntnis des Selinens und der Sesquiterpenalkohole des Selleriesamenöls". Helvetica Chimica Acta. 6: 846–855. Bibcode:1923HChAc...6..846R. doi:10.1002/hlca.19230060192.

[2] Tyagi, B. S.; Ghatge, B.B.; Bhattacharyya, S.C. (1963). "Terpenoids—XLIII". Tetrahedron. 19 (7): 1189–1193. doi:10.1016/S0040-4020(01)98579-5.

[3] Mathew Attokaran (Jan 13, 2011). Natural Food Flavors and Colorants. John Wiley & Sons. ISBN 9780470959114.

[4] Sowbhagya, H. B. (2014). "Chemistry, Technology, and Nutraceutical Functions of Celery ( Apium graveolens L.): An Overview". Critical Reviews in Food Science and Nutrition. 54 (3): 389–398. doi:10.1080/10408398.2011.586740. PMID 24188309.

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